| 874480-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 874480-17-8
• 化学式: C₁₄H₈N₂Zn
• 分子量: 269.621
• InChiKey: QNSSLEVHVBLUNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  、 1-苯基环丙基-2-烯羧酸甲酯 在 copper(l) cyanide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 以31 mg的产率得到methyl 2-(4-cyanophenyl)-1-phenylcyclopropanecarboxylate
  参考文献：
  名称：

  Facially Selective Cu-Catalyzed Carbozincation of Cyclopropenes Using Arylzinc Reagents Formed by Sequential I/Mg/Zn Exchange

  摘要：

  Described is a Cu-catalyzed directed carbozincation of cyclopropenes with organozinc reagents prepared by I/Mg/Zn exchange. This protocol broadens the scope with respect to functional group tolerance and enables use of aryl iodide precursors, rather than purified diorganozinc precursors. Critical to diastereoselectivity of the carbozincation step is the removal of magnesium halide salts after transmetalation with ZnCl2.

  DOI：

  10.1021/jo3019076
• 作为产物：
  描述：

  4-碘氰基苯 、 zinc(II) chloride 在 异丙基氯化镁 、 1,4-二氧六环 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Facially Selective Cu-Catalyzed Carbozincation of Cyclopropenes Using Arylzinc Reagents Formed by Sequential I/Mg/Zn Exchange

  摘要：

  Described is a Cu-catalyzed directed carbozincation of cyclopropenes with organozinc reagents prepared by I/Mg/Zn exchange. This protocol broadens the scope with respect to functional group tolerance and enables use of aryl iodide precursors, rather than purified diorganozinc precursors. Critical to diastereoselectivity of the carbozincation step is the removal of magnesium halide salts after transmetalation with ZnCl2.

  DOI：

  10.1021/jo3019076

文献信息

• Iron-Catalyzed Difluoromethylation of Arylzincs with Difluoromethyl 2-Pyridyl Sulfone
  作者：Wenjun Miao、Yanchuan Zhao、Chuanfa Ni、Bing Gao、Wei Zhang、Jinbo Hu

  DOI：10.1021/jacs.7b11976

  日期：2018.1.24

  We report the first iron-catalyzed difluoromethylation of arylzincs with difluoromethyl 2-pyridyl sulfone via selective C-S bond cleavage. This method employs the readily available, bench-stable fluoroalkyl sulfone reagent and inexpensive iron catalyst, allowing facile access to structurally diverse difluoromethylated arenes at low temperatures. The experiment employing a radical clock indicates the

  我们报告了第一次铁催化的芳基锌与二氟甲基 2-吡啶基砜通过选择性 CS 键断裂的二氟甲基化反应。该方法使用容易获得的、工作台稳定的氟代烷基砜试剂和廉价的铁催化剂，可以在低温下轻松获得结构多样的二氟甲基化芳烃。使用自由基时钟的实验表明自由基物种参与了这种铁催化的二氟甲基化过程。
• On The Remarkably Different Role of Salt in the Cross-Coupling of Arylzincs From That Seen With Alkylzincs
  作者：Lucas C. McCann、Michael G. Organ

  DOI：10.1002/anie.201400459

  日期：2014.4.22

  The role of halide salt additives has been investigated in the Negishi reaction involving aryl zinc reagents. Diarylzincs readily transmetallate to Pd in relatively non‐polar media (e.g., THF) with zero salt present and coupling proceeds. Arylzinc halides (ArZnX) fail to couple in THF without salt, but do couple with it. However, unlike alkylzincs that form higher‐order zincates in order to facilitate

  在涉及芳基锌试剂的Negishi反应中，已经研究了卤化物盐添加剂的作用。在相对零极性的介质（例如THF）中，二芳基锌很容易在零盐存在的情况下转变成Pd并进行偶联。芳基卤化锌（ArZnX）不能在无盐的THF中偶合，但会与之偶合。但是，与形成高阶锌酸盐以促进金属过渡作用的烷基锌不同，芳基锌在溶剂电介质增加时所需要的全部，甚至ZnX 2也可以作为添加剂，从而完全终止了烷基锌的偶联作用。
• COPPER-CATALYZED ELECTROPHILIC AMINATION OF DIORGANOZINC REAGENTS: 4-PHENYLMORPHOLINE
  作者：Berman, Ashley M.、Johnson, Jeffrey S.、Nora, George、Miller, Marvin J.

  DOI：10.15227/orgsyn.083.0031

  日期：——
• Facially Selective Cu-Catalyzed Carbozincation of Cyclopropenes Using Arylzinc Reagents Formed by Sequential I/Mg/Zn Exchange
  作者：Vinod Tarwade、Ramajeyam Selvaraj、Joseph M. Fox

  DOI：10.1021/jo3019076

  日期：2012.11.2

  Described is a Cu-catalyzed directed carbozincation of cyclopropenes with organozinc reagents prepared by I/Mg/Zn exchange. This protocol broadens the scope with respect to functional group tolerance and enables use of aryl iodide precursors, rather than purified diorganozinc precursors. Critical to diastereoselectivity of the carbozincation step is the removal of magnesium halide salts after transmetalation with ZnCl2.